When Does "Highlander: Endgame" (2000) Take Place?
"Highlander: Endgame" is a fantasy film written by Joel Soisson with Eric Bernt, Gillian Horvath, William N. Panzer, and Gregory Widen that released September 1st, 2000. So when is "Endgame" set?
It takes place in the year:
We know this because early? in the movie Duncan MacLeod says he started having mysterious daytime nightmares "10 years to the day that Connor MacLeod disappeared" and Connor is still living publicly in "Highlander III: The Sorcerer" (1994), which takes place in 1993 AD.
There's also a thetarical cut ignored by fans because of its contradictions with the .

2004? AD
We know this because early? in the movie Duncan MacLeod says he started having mysterious daytime nightmares "10 years to the day that Connor MacLeod disappeared" and Connor is still living publicly in "Highlander III: The Sorcerer" (1994), which takes place in 1993 AD.
1993 + 10 = 2003.
So it must be during or after 2003 AD.
(HOWEVER, the New York City World Trade Center's twin towers are visible in the background during an early part of the main action and they were destroyed in the famous and tragic September 11th terrorist attacks, which happened in September of 2001 AD in the real world. So this should mean it must be before September of 2001 AD. Highlander fans have supposed the attacks either don't happen or happen later in the fictional world [diegesis] of Highlander.)
Additionally, the whole story beings with a prologue labeled with a time and place setting title card reading only "New York 10 years ago" and depicting Connor and Duncan's last meeting. So it must be 1994? AD.
2004? - 10 = 1994?.
The hallmark of the Highlander series is major flashbacks to historical periods:
There's an early flashback labeled with a place and time setting title card of its own: "Glencoe, Scotland 1555" so we know that's 1555 AD. (Its timeframe largely matches the first film of the series, "Highlander" [1986]. It fits fine logically some years after that film's fourth flashback in 1541 AD.) A few more extremely short flashes of this scene appear throughout.
There's a delightful flashback to 1712 AD, helpfully labeled with "Kildare, Ireland 1712".
Then to 1631 AD, another short flashback takes the viewers to "Ravenna, Italy 1631" for a training sequence that comes back for four quick moments of tiny shots near the end of the film.
The film also includes a 1625 AD flashback massively important to Duncan MacLeod's origins in a scene that opens with another time and place setting title card: "Glen Fruin, Scotland 1625".
Finally, there's a return to the Eighteenth Century for a pair of unlabeled flashbacks to Duncan's wedding day and wedding night (1715?) . Three flashes from the second of these scenes return to the screen at the climax.
It should be noted that this film ignores entirely the events and continuity of the second film, "Highlander 2: The Quickening" (1991). The TV series “Highlander” (1992) was a much more logical progression (and far better received by fans) so this film combines the film series' continuity with that world. It is the chronologically third film in the Highlander universe (the third chronological film to feature Connor MacLeod and the first to feature Duncan MacLeod) and can be watched at its timeline point, either after watching the TV series or after watching "Highlander III: The Sorcerer" (1994).